€163 Cheap Flights Chicago to San Jose (MDW-SJC)

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to San Jose. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.

 

Picture yourself strolling through the streets of San Jose, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.

 

Our flexible Midway Intl. to Norman Y. Mineta San Jose Intl. ticket options cater to your travel preferences, with incredible one-way fares from €163 and roundtrip prices from €369. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.

 

But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Norman Y. Mineta San Jose Intl. and explore San Jose and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.

 

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your MDW to SJC travel arrangements today and embark on the journey of a lifetime in San Jose.